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Vacation Rentals near Rolling Green Golf Club

4501 N Tuttle Ave, Sarasota, Florida 34234-5021
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    Travelers to Sarasota are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 645 Rentals in Sarasota
    Beautiful Main Street Loft Apartment1 / 11
    (3)Very good
    2.8 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2.9 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Affordable House 3 bedroom/1 bath/playground walk to Downtown & LIDO Beach1 / 28
    (2)Average
    2.2 miles from Rolling Green Golf Club
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    2.8 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    About this property
    Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1000 square foot two bedroom apartment with 1 car garage, offers a...
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    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Beautiful Location On Bay Side, Water View, Pool1 / 21
    (2)Average
    2.6 miles from Rolling Green Golf Club
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 12, 2019
    Villa is near all amenities of Siesta Key with easy access to nearby restaurants, beaches, groceries, Sarasota attractions, etc. Very short walk across street to beautiful gulf...
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    About this property
    Villa on Siesta Key is located in luxury development with easy access to the beach. Has 2 floors. First floor has living room, open kitchen, half bath and laundry. Second floor has two bedrooms and 2 bathrooms. Master bedroom has queen size bed, second bedroom two twins bed. You can accommodate 6...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    2.8 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses, and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach, and more. This is a 1000 square foot two-bedroom townhome, offers a queen-size bed in...
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    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Five star Downtown Sarasota tropical garden Cottage1 / 44
    (18)Excellent
    2.8 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed January 14, 2019
    This cottage and garden are as wonderful as advertised.And the friendly and helpful hosts Maureen and Patrick added to the pleasure of staying here. Maureen asked ahead of time...
    Reviewed March 9, 2017
    Maureen, our host, was super helpful and her place was a peaceful sanctuary, close to everything downtown. We have a toddler and it was great for him too.
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    About this property
    This location is central to everything and everywhere in Downtown Sarasota, near all area Beaches, Marinas, Golf courses, YMCA and Sarasota Bayfront. Only 7.5 miles to the 2017 World Rowing Championships at Benderson Park. This Charming Florida style home has been totally updated and stylishly...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.1 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Yard
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    Pet friendly
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    Smoking allowed
    About this property
    The Home The Urban Cottage is a newly restored 950 square foot historic cottage just blocks away from downtown Sarasota. With its shabby chic design stylings, The Urban Cottage has been lovingly restored with sensitive and sustainable renovations that has maintained a cottage feel with all the...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    2.9 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    This is a 1000 square foot newly renovated 2 bedroom, 1 bath, 1 car garage town-home. It offers a Queen size bed in Master bedroom, two twin size beds in second bedroom and two sofa's beds (Full size) in the Living room. The kitchen has everything you would need to cook. 32' LED TV, WiFi internet,...
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    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
    2.1 miles from Rolling Green Golf Club
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    About this property
    Private and comfy house, located at Downtown Area(2 mins), 3 bedrooms(3 queens, 1 single ), 1 sofa, 1 bath, living room, kitchen+utensils to cook, refrig, stove, microwave, desk & chair, washer/dryer, wifi, smart-tv, charcoal grill, linens, towels, pet friendly, fenced yard, parking It's centrally...
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    Lido Key, Sarasota
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    2.2 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Private Apartment(second floor), located in Downtown-area(2 mins), 2 rooms(1 king bed, 2 singles bed), 1 futon, 1 bath, living room, kitchen with utensils to cook, refrig., microwave, stove, Wi-Fi, desk&chair, washer/dryer, smart TV, charcoal grill, linens, towels, pet friendly, parking It's...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Downtown Sarasota five star home1 / 55
    (8)Excellent
    2.5 miles from Rolling Green Golf Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed July 11, 2021
    We absolutely loved staying here! Zero fuss, came with everything you could possibly need (beach towels, chairs, toys, HUGE tote of legos that my kids loved, soap/shampoo, etc...
    Reviewed June 19, 2017
    Loved our visit to this beautifully renovated home! It was just right for 2 couples and 2 boys. Convenient location on a quiet street, with great amenities. Enjoyed the...
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    About this property
    Our guests say this home is where you want to be ! Very central Downtown Sarasota near all area Beaches, Marinas, Golf courses, and Sarasota Bay front. Only 7.5 miles to the 2017 World Rowing Championships at Benderson Park.. This Charming Florida style 3 bedroom, 2 bath home has been newly...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The MacGregor House is 1925 Old Florida elegance1 / 22
    (1)Excellent
    2.1 miles from Rolling Green Golf Club
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Reviewed June 10, 2019
    Summary: Yes Very nice home conveniently located near downtown and very close to wonderful beaches and shopping. Comfy beds, comfy furnishings and a nice kitchen for preparing...
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    About this property
    This home has just been listed on Trip Advisor This beautiful Italianate-style 2-story home was built in 1925 during the John Ringling era. It is a rare find, nestled in a quiet, peaceful neighborhood and listed on the local registry of historic homes, it retains many of its original features. It...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Sarasota Villa1 / 17
    (1)Excellent
    2.4 miles from Rolling Green Golf Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 9, 2019
    We stayed here for 3 weeks and couldn’t have wished for a better place. The villa was in a quiet residential area and central for everything. Well equipped and comfortable. Pool...
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    About this property
    A 3 bedroom/2 bathroom villa situated in a quiet residential location only minutes from downtown Sarasota.It has a private and secluded south facing garden with its own caged, solar heated private pool which catches the sun throughout the day.(electric pool heater is available for the cooler winter...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Renovated 2 bedroom 2 bath accross the street from beautiful Siesta Key Beach.1 / 33
    (12)Excellent
    7.3 miles from Rolling Green Golf Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Cute Efficiency Apartment - nice neighborhood1 / 8
    (11)Very good
    2.8 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed December 1, 2016
    Fit my needs in all respects on this trip. Nice location- Quiet neighborhood near the Ringling Museum and opposite a waterfront park. Owner responded quickly and booking was...
    Reviewed August 11, 2014
    My husband and I had such a wonderful time staying in this apartment on Sarasota Bay! The apartment is literally a stones throw to the bay which is absolutely breathtaking! It's...
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    About this property
    Remodeled efficiency apartment in the modern style (by Architect) 50 yds from Sarasota Bay. New Bathroom and Kitchen, cable TV. Private deck with BBQ. table and chairs. 'What a delightful home you have! We are so appreciative of your hospitality and hope to return for a longer stay. Thanks...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private1 / 11
    (3)Very good
    2.2 miles from Rolling Green Golf Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed March 29, 2021
    Beautiful home! Wonderful place to relax after enjoying all the sight seeing. Within walking distance to bay. Friendly neighborhood. Mary Helen is a fantastic hostess and makes...
    Reviewed March 3, 2020
    The location is great. Close to beautiful downtown, the Marina and minutes from Siesta key, Lido Key and Longboat Key. Groceries less than 1 mile away. The family friendly home...
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    About this property
    Located in the Ringling Museum area. Very quiet and friendly neighborhood. Close to grocery store, pharmacy, liquor. 1 block to the bay - 6 miles from the Gulf of Mexico. Full kitchen, screened in porch, full yard completely fenced in. Great for a family getaway or large group. Sleeps 6...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Guest Cottage, clean, convenient and remodeled.1 / 10
    (11)Excellent
    2.2 miles from Rolling Green Golf Club
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Reviewed May 2, 2018
    Sue and Dawn have done an amazing job equipping their wonderful studio for a perfect family vacation. The grocery store was barely three minutes away and the kitchen had...
    Reviewed February 27, 2017
    The cottage was even better than I anticipated. Our host Sue was just the best. The cottage is very close to the Ringling Museum, repertory theater and other entertainment. Easy...
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    About this property
    This get away is located in the Ringling Museum area and is a perfect choice if you're seeking a great location. You'll enjoy a private fenced in yard with a pergola, lounge chairs etc. Walk, dog walk, jog, bike, skateboard! This is a great place for it all! We are located in a quiet community...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bathroom, Sleeps 2
    2.8 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2.9 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    2.6 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Perfect little condo on siesta key, home of the #1 rated beach in the USA. Just minutes from the beaches and great restaurants. Wi-fi, TV, full bath, screened in lanai, beach towels & chairs, everything you need for your home away from home. Fully loaded kitchen, coffee maker, micro, etc. Local...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    1.8 miles from Rolling Green Golf Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    3 BR / 2 BA / Sleeps 6 Master bedroom - King Bed with in-suite bathroom, large vanity with double sinks and two showers. Second bedroom - Queen Bed with wall-mounted TV Third bedroom - Full-size bed plus bunk bed combination *Shared guest bathroom used for second and third bedroom*...
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    Braden River, Florida
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.7 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This great one bedroom condo is close to downtown Sarasota, Burns Court, Towles Court, restaurants, Laurel Park and the bayfront. I think you will love the place due to its location, its updated look, being well maintained, and easy to reach the owner and/or manager. It is in a very walkable...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Spacious tropical retreat with Private Pool!1 / 44
    (3)Excellent
    5.7 miles from Rolling Green Golf Club
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    5.1 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    5.7 miles from Rolling Green Golf Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    6.8 miles from Rolling Green Golf Club
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Lido Key Sarasota Pool Side Condo, Steps from Beach, St Armands Circle.1 / 32
    (4)Excellent
    5.3 miles from Rolling Green Golf Club
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    The Urban Cottage A Romantic Getaway!1 / 26
    (1)Excellent
    2.1 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Reviewed April 10, 2017
    This charmingly restored cottage just minutes away from downtown Sarasota with its galleries, restaurants and beautiful waterfront was the perfect answer for my Florida vacation...
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    About this property
    It’s shabby chic meets high tech and it’s all in the details! Elegant, light and airy and just darn adorable best describes The Urban Cottage. Be the first guests to experience the luxury! Monthly discounts available! The Urban Cottage at The Bryant House is a newly restored 950 square foot...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Lantana House in Whitfield Estates1 / 30
    (6)Excellent
    4.1 miles from Rolling Green Golf Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.4 miles from Rolling Green Golf Club
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Location! Location! Location!Sarasota1 / 29
    (1)Very good
    3.0 miles from Rolling Green Golf Club
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    2.8 miles from Rolling Green Golf Club
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Beautiful 4 bedroom/3 bath pool home with a 3-car garage just north of sprawling University Parkway in Sarasota. Very private on almost half an acre at the end of a cul de sac. Unbeatable location 10 minutes from Sarasota International airport, 15 minutes to downtown Sarasota, 20 minutes to the...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Under One mile to Siesta Key Beaches! 2018/2019 Season is available!1 / 20
    (1)Excellent
    7.8 miles from Rolling Green Golf Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    SARASOTA Bay Front Beauty1 / 50
    (1)Excellent
    3.8 miles from Rolling Green Golf Club
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    SPACIOUS SARASOTA OASIS with HUGE NEW POOL!!1 / 25
    (14)Excellent
    3.2 miles from Rolling Green Golf Club
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 Bedroom, 1 bath Guesthouse suite with Private entrance.1 / 16
    (1)Excellent
    4.2 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    *** Downtown Bungalow ***Beaches / Restaurants / Cafes***Just Minutes away!1 / 17
    (9)Excellent
    2.4 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Tiny House Amy - near the beach with Free wifi!1 / 21
    (10)Excellent
    7.7 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    7.7 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Tiny House Margarita - A bright and cheery choice that sleeps 61 / 17
    (3)Excellent
    7.7 miles from Rolling Green Golf Club
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Periwinkle House - Your home away from home - close to locals beach1 / 21
    (7)Excellent
    6.9 miles from Rolling Green Golf Club
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Sarasta paradice srq1 / 24
    (9)Very good
    5.6 miles from Rolling Green Golf Club
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Fully renovated one bedroom apartment a minute away from Lido Beach.1 / 16
    (5)Excellent
    5.3 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful Villa minutes from downtown Sarasota, Benderson, golfing, tennis &more1 / 13
    (2)Excellent
    1.9 miles from Rolling Green Golf Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Vintage Main Street Loft Apartment1 / 10
    (7)Very good
    2.8 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    7.1 miles from Rolling Green Golf Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3.7 miles from Rolling Green Golf Club
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Cozy Romantic Retreat or Getaway1 / 18
    (1)Excellent
    2.1 miles from Rolling Green Golf Club
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Lido Beach Vacation or Seasonal  Rental1 / 23
    (37)Excellent
    5.3 miles from Rolling Green Golf Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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